P
US4036974AExpiredUtilityPatentIndex 82

1-{2'-[R'-Thio(oxy)]-3'-(R2 -thio(oxy)]propyl}imidazoles

Assignee: SYNTEX INCPriority: Jul 28, 1975Filed: Mar 8, 1976Granted: Jul 19, 1977
Est. expiryJul 28, 1995(expired)· nominal 20-yr term from priority
Inventors:WALKER KEITH A MMARX MICHAEL
C07D 231/12C07D 249/08C07D 233/56
82
PatentIndex Score
23
Cited by
2
References
28
Claims

Abstract

Compounds of the formula <IMAGE> (I) wherein R1 and R2 are independently alkyl or the group <IMAGE> IN WHICH N IS 0 TO 3; X and Y are independently oxygen or sulfur; and the antimicrobial acid addition salts thereof are useful as antifungal, antibacterial and antiprotozoal agents.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
       1. A compound of the formula ##STR17## wherein R 1  and R 2  are independently alkyl having 1 to 12 carbon atoms or the group ##STR18## in which n is 0 to 3; X and Y are independently oxygen or sulfur; and the antimicrobial acid addition salts thereof. 
     
     
       2. A compound of claim 1 wherein X and Y are oxygen. 
     
     
       3. A compound of claim 1 wherein X is sulfur and Y is oxygen. 
     
     
       4. A compound of claim 1 wherein X is oxygen and Y is sulfur. 
     
     
       5. A compound of claim 1 wherein X and Y are sulfur. 
     
     
       6. A compound of claim 1 wherein R 1  and R 2  are alkyl. 
     
     
       7. The compound of claim 6 which is 1-[2',3'-bis(n-octyloxy)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       8. The compound of claim 6 which is 1-[3'-(n-decyloxy)-2'-(n-hexyloxy)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       9. The compound of claim 6 which is 1-[3'-(n-decyloxy)-2'-(n-heptyloxy)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       10. The compound of claim 6 which is 1-[3'-(n-decyloxy)-2'-(n-octyloxy)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       11. The compound of claim 6 which is 1-[2'-(n-heptyloxy)-3'-(n-heptylthio)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       12. The compound of claim 6 which is 1-[3'-(n-heptylthio)-2'-(n-octyloxy)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       13. The compound of claim 6 which is 1-[2'-(n-octyloxy)-3'-(n-octylthio)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       14. The compound of claim 6 which is 1-[2'-(n-dodecylthio)-3'-(isopropoxy)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       15. The compound of claim 6 which is 1-[3'-(n-octyloxy)-2'-(n-octylthio)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       16. The compound of claim 6 which is 1-[2'-(n-heptylthio)-3'-(n-octyloxy)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       17. The compound of claim 6 which is 1-[2'-(butylthio)-3'-(n-dodecyloxy)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       18. The compound of claim 6 which is 1-[2'-(n-dodecylthio)-3'-(methylthio)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       19. The compound of claim 6 which is 1-[3'-(t-butylthio)-2'-(n-nonylthio)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       20. The compound of claim 6 which is 1-[2',3'-bis(n-hexylthio)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       21. The compound of claim 6 which is 1-[2',3'-bis-(n-heptylthio)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       22. The compound of claim 6 which is 1-[2',3'-bis-(n-pentylthio)propyl]imidazole and the antimicrobial acid addition salts thereof. 
     
     
       23. A composition useful for inhibiting the growth of fungi, bacteria or protozoa which comprises an effective amount of a compound of the formula ##STR19## wherein R 1  and R 2  are independently alkyl having 1 to 12 carbon atoms or the group ##STR20## in which n is 0 to 3 and X and Y are independently oxygen or sulfur; or an antimicrobial acid addition salt thereof in admixture with a suitable carrier. 
     
     
       24. A composition of claim 23 for pharmaceutical use wherein the carrier is a pharmaceutically acceptable, nontoxic carrier. 
     
     
       25. A composition of claim 24 for topical administration wherein the compound of Formula (I) is present in an amount ranging between 0.1 and 10.0 weight percent of the composition. 
     
     
       26. A method of inhibiting the growth of fungi, bacteria or protozoa which comprises applying to a host object containing or subject to attack by fungi, bacteria or protozoa an effective amount of a compound of the formula ##STR21## wherein R 1  and R 2  are independently alkyl having 1 to 12 carbon atoms or the group ##STR22## in which n is 0 to 3 and X and Y are independently oxygen or sulfur; or an antimicrobial acid addition salt thereof or a composition containing same as an active ingredient. 
     
     
       27. The method of claim 26 wherein the compound of Formula (I) is administered topically. 
     
     
       28. The method of claim 26 wherein the compound of Formula (I) is administered orally or parenterally.

Cited by (0)

No later patents cite this yet.

References (0)

No backward citations on record.